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Patented July 29, 1924.

UNITED STATES PATENT OFFICE.

FRITZ STRAUB, OI BASEL, AND HERMANN SCHNEIDER, OF RIEHEN, NEAR BASEL, SWITZERLAND, ASSIGNORS TO THE SOCIETY OF CHEMICAL INDUSTRYIN BASLE,

OI BASED, SWITZERLAND.

INTERMEDIATE PRODUCT PROCESS FOR THE MANUFACTURE OF THE SAME.

No Drawing.

To all whom it may concern:

Be it known that we, FRITZ S'rmua, residing at Basel, Switzerland, and HERMANN SCHNEIDER, residing at Riehen, near Basel, 6 Switzerland, both citizens of the Swiss Republic, have invented a new and useful Intermediate Product and Process for the Manufacture of the same, of which the following is a full, clear, and exact specifi- 10 cation. ing is a full,clear, and exact specification. This invention relates to the manufacture of a new intermediate product, the l-oxynaphthalene-8-sulfamide, which is very valu- 1 able for the production of dyestuifs. The invention comprises the new product itself, as well as the manufacturing process of same. It has been found that by the action of ammonia on 1.8-naphthsultone, a new compound is obtained, the 1-oxynaphthalene-8- sulfamide which,due to its solubility in alkalies an acids, may be separated from the reaction mixture. Under the term ammonia there is understood ammonia gas as well as agents yielding ammonia.

The 1-oxynaphthalene-8-sulfamide forms a nearly colorless powder which in contrast with 1.8-naphthsultone is easily soluble in dilute caustic soda lye' and in concentrated aqueous ammonia, and in contrast with l-ox naphthalene-8-sulfonic acid is precipitate from such solutions by action of dilute acid. It is somewhat sparingly soluble in organic solvents like acetone, ethyl alcohol, and methyl alcohol. It melts when crystallized from the last-named solvent at 222 C. with decomposition. The l-oxynaphthalene- 8-su1famide is a valuable starting material for the manufacture of dyestuffs.

Example 1.

Application flied October 18, 1923. Serial 170. 669,403.

Eazmple 2.

103 parts of 1.8-naphthsultone are stirred together with 200 parts of concentrated aqueous ammonia until a sample dissolves gompletely in cold dilute caustic soda soluion.

Byaddition of 700 parts of water the 1- oxynaphthalene-S-sulfamide formed. nearly quantitatively, is precipitated.

Example 3.

103 parts of naphthsultone are heated to oxynaphthalene-8-sulfamide from the reaction mixture due to its solubility in alkalies and acids.

2. The herein described process for the manufacture of 1-oxynaphthalene-8-sulfamide, consisting in causing ammonia in a concentrated form to react on 1.8-naphthsultone, and then separating the l-oxynaphthalene-8-sulfamide from the reaction mixture due to its solubility in alkalies and acids.

3. The herein described process for the manufacture of l-oxynaphthalene-S-sulfamide, consisting in causing ammonia in a concentrated form to react for a long time on 1.8-naphthsultone, avoiding hi her temperatures, and then separating t e l-oxynaphthalene-8-sulfamide from the reaction mixiture due to its solubility in alkalies and am s.

new intermediate product, the l-oxynaphthalene-8-su1famide, forming a nearly colorless powder which in contrast with 1.8-

mwmmwmawwmmmqmtmw vwsmnmmea-mwm. has w i a 4. As a new product the herein described naphthsultone is easily soluble in dilute In witness whereof we have hereunto 10 caustic soda solution and in concentrated signed our names this 8th day of October, aqueous ammonia, which is precipitated 1923, in the presence of two subscribing from such solutions by action of dilute acid, witnesses.

and which is somewhat sparingly soluble in FRITZ STRAUB.

organic solvents like acetone, ethyl alcohol, HERMANN SCHNEIDER. and methyl alcohol, melting, when crystal- Witnesses:

lized from the last-named solvents, at 222 AMAND BRAUN,

C. with decomposition. LUOIEN RIOARD. 

